Total Synthesis of Clavilactone B

A Radical Cyclization-Fragmentation Strategy

Hiroshi Suizu, Daisuke Shigeoka, Hiroshi Aoyama, Takehiko Yoshimitsu

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.

Original languageEnglish
Pages (from-to)126-129
Number of pages4
JournalOrganic Letters
Volume17
Issue number1
DOIs
Publication statusPublished - Jan 2 2015
Externally publishedYes

Fingerprint

Samarium
Cyclization
Epidermal Growth Factor Receptor
Protein-Tyrosine Kinases
fragmentation
routes
Derivatives
samarium
tyrosine
synthesis
inhibitors
rings
clavilactone B
indacrinone

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Total Synthesis of Clavilactone B : A Radical Cyclization-Fragmentation Strategy. / Suizu, Hiroshi; Shigeoka, Daisuke; Aoyama, Hiroshi; Yoshimitsu, Takehiko.

In: Organic Letters, Vol. 17, No. 1, 02.01.2015, p. 126-129.

Research output: Contribution to journal › Article

Suizu, H, Shigeoka, D, Aoyama, H & Yoshimitsu, T 2015, 'Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy', Organic Letters, vol. 17, no. 1, pp. 126-129. https://doi.org/10.1021/ol503356m
Suizu H, Shigeoka D, Aoyama H, Yoshimitsu T. Total Synthesis of Clavilactone B: A Radical Cyclization-Fragmentation Strategy. Organic Letters. 2015 Jan 2;17(1):126-129. https://doi.org/10.1021/ol503356m
Suizu, Hiroshi ; Shigeoka, Daisuke ; Aoyama, Hiroshi ; Yoshimitsu, Takehiko. / Total Synthesis of Clavilactone B : A Radical Cyclization-Fragmentation Strategy. In: Organic Letters. 2015 ; Vol. 17, No. 1. pp. 126-129.
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